Title: Book the Best Anna Maria Island Hotels with FREE PARKING in 2025 | Expedia.ca [Anna Maria Island Travel Guide](https://expedia.ca/Anna-Maria-Island.dx553248622847118534)[Hotels in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)[Vacation Rentals in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Vacation-Rentals.d553248622847118534.Travel-Guide-VacationRentals)[Flights to Anna Maria Island](https://expedia.ca/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)[Things to do in Anna Maria Island](https://expedia.ca/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities)[Anna Maria Island Car Rentals](https://expedia.ca/Car-Rentals-In-Anna-Maria-Island.d553248622847118534.Car-Rental-Guide)[Anna Maria Island Vacation Packages](https://expedia.ca/Anna-Maria-Island.d553248622847118534.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/6e0a40c600747ff11aa2868df9ff0b93.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Free Parking in Anna Maria Island, FL ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Anna Maria Island Hotels with Free Parking Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-10-14&endDate=2025-10-15&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-10-15&endDate=2025-10-16&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Anna Maria Island Hotels with Free Parking ![Outdoor pool](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/c4463db9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/1b0e5d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/0d4c4896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/052fa09b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alamanda Villas Holmes Beach 10/10 Exceptional (2) "The location is wonderful for beach access,places to eat and grocery is block away. Small parking area if more than one couple stay. Had a great stay." CA $321 CA $645 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information) ![Beach nearby, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/fc900ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/804f6435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/ca6b0f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/3cceb424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Haley's at The Anna Maria Island Inn Holmes Beach 8.6/10 Excellent (375) "The staff members were so nice and super helpful!! Place was so cute! " CA $237 CA $300 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/5084dcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Beachside 1 Bedroom King Suite | Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/37def3a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/14f9d1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/f990b212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bali Hai Beachfront Resort and Spa Holmes Beach 8.6/10 Excellent (616) "Super access to beautiful beach. Nice amenities on property...pool, casual restaurant/bar, spa." CA $355 CA $450 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information) ![On the beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/aebd1d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront Pool View 2 Queen Island Room | View from room](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/9026fa29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront 1 Bedroom King Suite | View from room](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/d857bfd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Anna Maria Luxury Suite | View from room](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/e540b881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anna Maria Beach Resort Holmes Beach 9.4/10 Exceptional (269) "Everything was lovely. Great resort. I look forward to visiting again." CA $473 CA $599 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information) ![Beach Front King Suite | Beach/ocean view](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/7751c173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Orchid Cottage | Private kitchen](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/2f400385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Violet Cottage | Living area](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/0b291150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Key Lime Cottage | Terrace/patio](https://images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/ae9fb65b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cedar Cove Resort and Cottages Holmes Beach 9.2/10 Wonderful (473) "I loved that the beach was right behind here we stayed easy access " CA $330 CA $433 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Sarasota-Hotels-Cedar-Cove-Resort-And-Cottages.h8099611.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Room | Living area](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/12fee06e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/ce1b2724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/2d6f0d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pelican Post at Anna Maria Island Inn Bradenton Beach 9.2/10 Wonderful (307) "Great location" CA $267 CA $338 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information) ![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/d3036c76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/f024755c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/4e709044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini-golf](https://images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/f8fc4fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropic Isle at Anna Maria Island Inn Bradenton Beach 8.8/10 Excellent (594) "I can not answer any questions on this hotel as we did not make our stay die to a family emergency " CA $475 CA $602 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Sarasota-Hotels-Tropic-Isle-At-Anna-Maria-Island-Inn.h1602498.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, free WiFi](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/32e3bf8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, free WiFi](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/da8fadd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/74884b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seabreeze at Anna Maria Island Inn Bradenton Beach 9.0/10 Wonderful (42) "Awesome place to stay " CA $312 CA $394 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) ![Private beach nearby, beach umbrellas, beach towels, beach massages](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/12fa4f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/baaaf91f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, beach umbrellas, beach towels, beach massages](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/825644b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, blackout drapes, soundproofing, free WiFi](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/f46806b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Surf Gulf Beach Resort Bradenton Beach 9.4/10 Exceptional (1006) "Wonderful stay can’t wait too come back" CA $414 CA $468 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/7186dbd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 2 Bedrooms (Royal Palm) | Private kitchen](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/a73a11ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 2 Bedrooms (Royal Palm) | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/94684d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/438d3231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bridgewalk Resort Bridge Street 9.2/10 Wonderful (752) "Great location and staff were knowledgeable about surrounding areas.. " CA $359 CA $405 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29®ionId=553248622847118534&adults=2&amenities=FREE_PARKING&sort=RECOMMENDED&openPlayBack=true) ## Top Anna Maria Island Hotel Reviews ![Silver Surf Gulf Beach Resort](//images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/12fa4f1f_y.jpg) ### Silver Surf Gulf Beach Resort 10/10 Excellent "Staff was so friendly and helpful. The room was so clean and new. The location was perfect, walkable to restaurants and shops. We will be back!" [](https://expedia.ca/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.Hotel-Information) ![Bridgewalk Resort](//images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/7186dbd7_y.jpg) ### Bridgewalk Resort 10/10 Excellent "This resort is in a perfect location. Easy access to the beach, on-site pool, shopping, and dining. The staff is exceptional, from the front desk to the parking attendant. They are friendly, welcoming, informative and helpful. The rooms are spacious, clean, and stocked with all the essentials. We have stayed here many times and are never disappointed." [](https://expedia.ca/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information) ![Cedar Cove Resort and Cottages](//images.trvl-media.com/lodging/9000000/8100000/8099700/8099611/7751c173_y.jpg) ### Cedar Cove Resort and Cottages 10/10 Excellent "Beautiful experience steps from the beach perfect weekend getaway" [](https://expedia.ca/Sarasota-Hotels-Cedar-Cove-Resort-And-Cottages.h8099611.Hotel-Information) ![Seabreeze at Anna Maria Island Inn](//images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126_y.jpg) ### Seabreeze at Anna Maria Island Inn 10/10 Excellent "Love the place, location 100/100. Very friendly and easy to check in. Would like for parking to be private but it was fine." [](https://expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information) ![Tropic Isle at Anna Maria Island Inn](//images.trvl-media.com/lodging/2000000/1610000/1602500/1602498/d3036c76_y.jpg) ### Tropic Isle at Anna Maria Island Inn 8/10 Good "I reported the AC wasn't working 3 times and nobody fix the problem for my request " [](https://expedia.ca/Sarasota-Hotels-Tropic-Isle-At-Anna-Maria-Island-Inn.h1602498.Hotel-Information) ![Tortuga Inn Beach Resort](//images.trvl-media.com/lodging/2000000/1060000/1054200/1054101/b1d10d73_y.jpg) ### Tortuga Inn Beach Resort 10/10 Excellent "Lovely property. Our 2 bed/2 bath condo was clean, well appointed and the kitchen was well stocked with essentials. The grounds are beautiful with direct beach access. There is a trolley stop on front of the property making travel very convenient. Would definitely book another stay. " [](https://expedia.ca/Sarasota-Hotels-Tortuga-Inn-Beach-Resort.h1054101.Hotel-Information) ![Haley's at The Anna Maria Island Inn](//images.trvl-media.com/lodging/1000000/900000/897700/897646/fc900ac2_y.jpg) ### Haley's at The Anna Maria Island Inn 10/10 Excellent "The staff members were so nice and super helpful!! Place was so cute! " [](https://expedia.ca/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information) ![Waterline Villas & Marina, Autograph Collection](//images.trvl-media.com/lodging/16000000/15740000/15739500/15739491/c50d8ef8_y.jpg) ### Waterline Villas & Marina, Autograph Collection 10/10 Excellent "Exceptional " [](https://expedia.ca/Sarasota-Hotels-Waterline-Marina-Resort-Beach-Club.h15739491.Hotel-Information) ![Tradewinds Beach Resort](//images.trvl-media.com/lodging/2000000/1150000/1146400/1146353/6dd9a7bc_y.jpg) ### Tradewinds Beach Resort 10/10 Excellent "Very cute place and easy to walk to beach " [](https://expedia.ca/Sarasota-Hotels-Tradewinds-Beach-Resort.h1146353.Hotel-Information)